CN105102594A - 烃基取代的二羧酸用于改善或促进水从包含净化添加剂的燃料油中的分离的用途 - Google Patents
烃基取代的二羧酸用于改善或促进水从包含净化添加剂的燃料油中的分离的用途 Download PDFInfo
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- CN105102594A CN105102594A CN201480017246.8A CN201480017246A CN105102594A CN 105102594 A CN105102594 A CN 105102594A CN 201480017246 A CN201480017246 A CN 201480017246A CN 105102594 A CN105102594 A CN 105102594A
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- FSWDLYNGJBGFJH-UHFFFAOYSA-N n,n'-di-2-butyl-1,4-phenylenediamine Chemical compound CCC(C)NC1=CC=C(NC(C)CC)C=C1 FSWDLYNGJBGFJH-UHFFFAOYSA-N 0.000 description 1
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
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- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
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- 230000002194 synthesizing effect Effects 0.000 description 1
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- 239000003760 tallow Substances 0.000 description 1
- AZAKMLHUDVIDFN-UHFFFAOYSA-N tert-butyl nitrate Chemical compound CC(C)(C)O[N+]([O-])=O AZAKMLHUDVIDFN-UHFFFAOYSA-N 0.000 description 1
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- 238000010998 test method Methods 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 125000002769 thiazolinyl group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
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- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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Classifications
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- C10L1/00—Liquid carbonaceous fuels
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- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
- C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
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- C10L10/00—Use of additives to fuels or fires for particular purposes
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- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/188—Carboxylic acids; metal salts thereof
- C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
- C10L1/1883—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom polycarboxylic acid
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- C10L1/188—Carboxylic acids; metal salts thereof
- C10L1/189—Carboxylic acids; metal salts thereof having at least one carboxyl group bound to an aromatic carbon atom
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- C10L1/192—Macromolecular compounds
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- C10L1/1981—Condensation polymers of aldehydes or ketones
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- C10L1/00—Liquid carbonaceous fuels
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- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
- C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
- C10L1/1985—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid polyethers, e.g. di- polygylcols and derivatives; ethers - esters
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- C10L1/00—Liquid carbonaceous fuels
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- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/23—Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites
- C10L1/231—Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites nitro compounds; nitrates; nitrites
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Abstract
烃基取代的二羧酸用于改善或促进水从包含具有净化作用的添加剂的燃料油中分离的用途。一种燃料添加剂浓缩物,其包含所述烃基取代的二羧酸、某些具有净化作用的添加剂和任选的去雾剂、十六烷值增进剂和溶剂或稀释剂。
Description
本发明涉及烃基取代的二羧酸用于改善或促进水从燃料油中的分离的用途,所述烃基取代的二羧酸包含至少一个含有10至3000个碳原子的烃基取代基,所述燃料油包含:(B)至少一种具有净化作用的添加剂。
由于在运输和贮存期间水冷凝进入冷燃料油和进入贮罐和管道中,燃料油如中间馏分(例如柴油、加热油或喷气燃料)常常含有少量的水,通常在百万分之几至最高达百分之几重量份的范围内。所述量的水部分作为贮罐底部的层分离,而部分在燃料油中乳化。水的存在是不希望的,这是因为其在运输时和在内燃机和加热装置的使用时会产生严重的问题。
德国特许公开专利申请1645705(1)公开了羧酸的酰胺用于使烃混合物例如加热油和柴油去雾化(dehaze)的用途。没有给出所述酰胺与其他中间馏分性能添加剂(例如具有净化作用的添加剂或具有去雾化作用的其他添加剂)任何可能的相互作用或协同相互作用的暗示。由于(1)的教导涉及使烃混合物去雾化,即通过产生烃-水-乳液进行对其进行清洁,这样的技术方案只能对相对少量的水有效;而对于大量的水该方法则不可行。
中国专利申请102277212A(2)涉及一种柴油性能添加剂,其为妥尔油(talloil)脂肪酸、油酸酰胺和环烷酸咪唑啉的混合物。推荐将所述三组分添加剂作为乳化剂以使柴油去雾化和清洁。与上述(1)类似,也没有给出所述酰胺与其他中间馏分性能添加剂(例如具有净化作用的添加剂或具有去雾化作用的其他添加剂)任何可能的相互作用或协同相互作用的暗示。由于(2)的教导也涉及的使柴油去雾化,即通过产生烃-水-乳液对其进行清洁,这样的技术方案只能对相对少量的水有效;而对于大量的水该方法则不可行。
美国专利第4129508号(3)公开了烃基取代的丁二酸或其酸酐与聚亚烷基二醇或其单醚、有机碱金属盐和烷氧基化胺的反应产物。所述反应产物在燃料例如柴油中充当破乳剂。
加拿大专利申请2027269(4)公开了烯基丁二酸或烷基丁二酸或其酸酐(在烯基或烷基取代基中分别存在至多32个碳原子)与烷基醚二胺的反应产物。所述反应产物在烃类燃料中充当去雾化剂。
如上述几个引用文献中提及的以及本领域通常理解的“去雾化”应意指通过产生清澈的烃-水-乳液(“乳化作用”)分别地清洁含水烃类燃料或柴油,并且在单一相中不应包括分离的水(“反乳化作用”),由此能够通过相分离而除去水。
需要使用能够完全或几乎完全将水从燃料油中除去的合适的添加剂将大量水从燃料油中分离出去。这些添加剂应与燃料油中存在的其他性能添加剂以有利的方式相互作用。尤其是,应抵消具有净化作用的现有添加剂产生不希望的形成和稳定化燃料油-水-乳液的趋势。
因此,已发现了上文定义的烃基取代的二羧酸(A)用于改善或促进水从包含一种或多种具有净化作用的添加剂的燃料油中分离的用途。
根据本发明,存在于燃料油中的水作为分离装置底部的层被分离,并且随后可以容易地除去。可以这种方式除去的燃料油中的含水量通常为约200重量ppm至约10重量%,尤其是约1000重量ppm至约5重量%。通过与烃基取代的二羧酸(A)相互作用,燃料油中水乳化的仅以可忽略的少量发生。
根据本发明,烃基取代的二羧酸(A)改善和完成了水从燃料油中的相分离,其在没有任何性能添加剂的情况下将已存在于燃料油中的大量水分离出去,但是以不完全的方式进行的。此外,若燃料油中已存在其他表面活性剂,尤其是某些市售可得的去雾化剂,则(A)会促进水从燃料油中相分离。令人惊讶地,(A)与某些市售可得的作为天然乳化添加剂的去雾化剂的相互作用也产生了改善的反乳化作用和水相分离作用。
烃基取代的二羧酸(A)以游离酸即存在两个COOH基团的形式施用;或以酸酐的形式施用,所述酸酐可为分子内酸酐(例如丁二酸酐、戊二酸酐或邻苯二甲酸酐)或将两个二羧酸分子连接在一起的分子间酸酐。在较小程度上,根据液相的pH值,一些羧基官能团可以盐的形式存在,例如作为碱盐或碱金属盐或作为铵盐或取代的铵盐存在。可使用单烃基取代的二羧酸类(A)或不同烃基取代的二羧酸(A)的混合物。
目前的二羧酸的烃基取代基优选具有12至2000个、更优选14至1000个、还更优选16至500个、最优选20至200个碳原子。烃基取代基可为饱和或不饱和的、线性或支化的;其也可包括脂环体系、杂环体系或芳环体系。烃基取代基的典型实例包括链中含有10、11、12、13、14、15、16、17、18、19、20、21、22、24、26、28和30个碳原子的线性或支化的烷基和烯基基团。
在许多情况下,烃基取代基为通过烯烃单体的寡聚或聚合合成制备,所述烯烃单体例如乙烯、丙烯、1-丁烯、2-丁烯、异丁烯、1-戊烯、1-己烯、1-辛烯或1-癸烯;可应用这些寡聚或聚合产物的后续转化。作为典型实例,十二烷基或十二烯基取代基通过丙烯的四聚或丁烯的三聚制备,而十三烷基或十三烯基取代基由上述C12取代基通过随后的加氢醛化制备。
在取代基具有10至约30个碳原子的情况下,这些取代基也可为天然来源的。天然来源的取代基通常源自饱和或不饱和的脂肪酸或相应的脂肪醇。这些天然来源的取代基在大多情况下是线性的。
在一个优选的实施方案中,(A)的至少一个烃基取代基为含有20至200个、优选24至160个、更优选28至140个、最优选32至100个碳原子的聚异丁烯基取代基。作为替代方案,当考虑同系聚合物种类的可能分布时,聚异丁烯基取代基的链长可通过其数均分子量(Mn)定义,其数均分子量(Mn)为300至2800、优选350至2300、更优选400至2000、最有选450至1400;Mn数值通常是指如下多分散性(Mw/Mn):1.1至4,优选1.3至2.5。典型的聚异丁烯基取代基含有60至80个碳原子或由850至1150的数均分子量定义。
根据合成聚异丁烯基取代基二羧酸的方式和聚异丁烯基取代基连接至二羧酸分子——即连接至两个羧基官能团之间的桥连基——的方式,例如当通过弗瑞德-克来福特(Friedel-Crafts)反应将聚异丁基卤化物连接至芳族二羧酸(如邻苯二甲酸),或连接至烯键式不饱和二羧酸(如马来酸或马来酸酐)上时,聚异丁烯基取代基可为饱和的;或者,例如当通过en反应使具有末端双键的聚异丁烯分子连接至烯键式不饱和二羧酸(例如马来酸或马来酸酐)时,可在连接至二羧酸分子的相邻处包含烯键式双键。
烃基取代的二羧酸(A)本身可为脂族性质的、脂环族性质的、芳脂族性质的(araliphatic)或芳香族性质的,优选脂族二羧酸。适于本发明的典型的烃基取代的二羧酸(A)源自烃基取代的丙二酸;烃基取代的丁二酸;烃基取代的戊二酸;烃基取代的己二酸;烃基取代的庚二酸;烃基取代的辛二酸;烃基取代的壬二酸;烃基取代的癸二酸;烃基取代的十一烷二酸;烃基取代的十二烷二酸;烃基取代的邻苯二甲酸;烃基取代的间苯二甲酸;烃基取代的对苯二甲酸;烃基取代的邻苯二乙酸、烃基取代的间苯二乙酸、烃基取代的对苯二乙酸;烃基取代的马来酸、烃基取代的富马酸和烃基取代的戊烯二酸。
在一个优选的实施方案中,烃基取代的二羧酸(A)包含位于两个羧基官能团间的亚烃基桥连基,所述亚烃基桥连基含有1至10、优选2至8、更优选2至6、最优选2、3或4个呈一线(inaline)的碳原子。该桥接碳原子线(line)可为含有或不含C1至C4侧链的线性脂族亚烷基链或亚烯基链、在脂族碳原子链引入苯环的芳脂族桥连基或亚苯基桥连基。
在一个特别优选的实施方案中,烃基取代的二羧酸(A)为聚异丁烯基丁二酸,所述聚异丁烯基取代基包含20至200、优选24至160、更优选28至140、最优选32至100个碳原子,作为替代方案,所述聚异丁烯基的数均分子量(Mn)为300至2800、优选350至2300、更优选400至2000、最优选450至1400。该优选的聚异丁烯基丁二酸也可按照本发明以聚异丁烯基丁二酸酐的形式使用。
根据本发明,适合用于将水从燃料油中分离出来的具有两个游离COOH官能团的聚异丁烯基丁二酸可在干燥物质中通过相应酸酐的水解而容易地制备,所述制备即通过将所述酸酐与等摩尔量的水混合,并加热至最高达约70℃至约120℃的温度,经过足够的时间(通常为2至20小时)。
在本发明上下文中,具有净化作用的添加剂组分(B)是指在内燃机或加热装置、特别是柴油机中的作用主要或至少基本上是除去和/或防止沉淀的那些化合物。净化剂优选为两亲性物质,其具有至少一个疏水性烃基基团和至少一个极性部分,所述疏水性烃基基团的数均分子量(Mn)为85至20,000、尤其是300至5000且特别为500至2500。
在本发明一个优选的实施方案中,燃料油包含至少一种具有净化作用的添加剂组分(B),其选自:
(i)具有源自丁二酸酐的部分和具有羟基和/或氨基和/或酰氨基和/或亚氨基基团的化合物;
(ii)在酸的存在下或以无酸方式季铵化的氮化合物,可通过下述过程获得:将包含至少一个对酸酐呈反应性的含氧基团或含氮基团和另外至少一个可季铵化的氨基基团的化合物加成到聚羧酸酐化合物上,并随后季铵化;
(iii)聚四氢苯并噁嗪和双四氢苯并噁嗪。
包含衍生自丁二酸酐的部分和具有羟基和/或氨基和/或酰氨基和/或亚氨基基团的添加剂(i)优选为聚异丁烯基丁二酸酐的相应衍生物,其可通过下述方式获得:使Mn=300至5000、特别是Mn=500至2500的常规或高反应性聚异丁烯与马来酸酐通过加热途径反应;或氯化聚异丁烯。对此,特别有利的为脂族聚胺衍生物,如乙二胺、二亚乙基三胺、三亚乙基四胺或四亚乙基五胺。具有羟基和/或氨基和/或酰氨基和/或亚氨基基团的部分为例如羧酸基团;酰胺(acidamide);二胺或多胺的酰胺,其除了具有酰胺官能团以外还具有游离的胺基基团;带有酸官能团和酰胺官能团的丁二酸衍生物;单胺的羧酰亚胺;二胺或多胺的羧酰亚胺,其除了具有酰亚胺官能团以外还具有游离的胺基基团;和二酰亚胺,其通过二胺或多胺与两个丁二酸衍生物反应形成。此类燃料添加剂特别记载在US-A4849572中。
上述第(ii)组的在酸的存在下或以无酸方式季铵化的氮化合物可通过下述方式获得:将包含至少一个对酸酐呈反应性的含氧基团或含氮基团和另外至少一个可季铵化的氨基基团的化合物加成到聚羧酸酐化合物上,并随后季铵化,尤其是如WO2012/004300中所记载的在无游离酸的条件下与环氧化物例如环氧苯乙烯或环氧丙烷季铵化,或者与羧酸酯(例如草酸二甲酯或水杨酸甲酯)季铵化。具有至少一个对酸酐呈反应性的含氧基团或含氮基团和另外至少一个可季铵化的氨基基团的合适的化合物特别为具有至少一个伯氨基或仲氨基基团和至少一个叔氨基基团的多胺。有用的多羧酸酸酐特别为这样二羧酸、例如丁二酸):具有相对长链的烃基取代基,优选烃基取代基的数均分子量Mn为200至10,000,特别是350至5000。所述季铵化的氮化合物为例如在40℃获得的聚异丁烯基丁二酸酐——其中的聚异丁烯基基团的Mn通常为1000——与3-(二甲基氨基)丙胺的反应产物,其构成聚异丁烯基丁二酸单酰胺,并随后在无游离酸的条件下与草酸二甲酯或水杨酸甲酯或与环氧苯乙烯或环氧丙烷季铵化。
上述第(ii)组的其他氮化合物记载在如下文献中:
WO2006/135881A1,第5页第13行至第12页第14行;
WO10/132259A1,第3页第28行至第10页第25行;
WO2008/060888A2,第6页第15行至第14页第29行;
WO2011/095819A1,第4页第5行至第9页第29行;
GB2496514A,第[00012]段至第[00041]段;
WO2013/117616A1,第3页第34行至第11页第2行;
未公开的欧洲专利申请,申请号13172841.2,申请日2013年6月19日,第3页第14行至第5页第9行;
未公开的欧洲专利申请,申请号13171057.6,申请日2013年6月7日,第5页第28-35行和第13页第8行至第17页第28行;
未公开的欧洲专利申请,申请号13185288.1,申请日2013年9月20日,第4页第35行至第5页第10行和第13页第27行至第21页第2行;
未公开的国际专利申请,申请号PCT/EP2013/072169,申请日2013年10月23日,第5页第18行至第6页第18行和第15页第26行至第19页第17行;
WO2013/064689A1,第18页第16行至第29页第8行;和
WO2013/087701A1,第13页第25行至第19页第30行中;所述文献在此各自通过引证的方式纳入本说明书中。
上述第(iii)组的聚四氢苯并噁嗪和双四氢苯并噁嗪记载在WO2012/076428中。所述聚四氢苯并噁嗪和双四氢苯并噁嗪通过连续反应获得,在第一步反应中,具有两个伯氨基官能团的C1至C20亚烷基二胺、如1,2-乙二胺与C1至C12醛、如甲醛和C1至C8烷醇在温度为20至80℃下在消除或除去水的条件下反应,其中的醛和醇各自均可以相对于二胺大于两倍的摩尔量、尤其是各自以4倍摩尔量的量使用;在第二步反应中,将由此获得的缩合物与带有至少一个具有6至3000个碳原子的长链取代基——例如叔辛基、正壬基、正十二烷基或Mn为1000的聚异丁基基团——的苯酚以相对于最初使用的亚烷基二胺化学计量比为1.2:1至3:1反应,反应在30℃至120℃的温度下进行;以及任选地,在第三步反应中,加热由此获得的双四氢苯并噁嗪至温度为125℃至280℃,维持至少10分钟。
在本发明范围内,烃基取代的二羧酸(A)优选与用于组分(B)的季铵化的氮化合物(ii)一起使用。
此外,本发明的烃基取代的二羧酸(A)与至少一种具有净化作用的作为组分(B)的添加剂当与至少一种作为添加剂组分(C)单独使用时本身表现出乳化作用的去雾剂一起使用时,在改善和/或促进水从燃料油中的分离方面表现出优越的性能——即使就协同作用的意义而言,所述去雾剂选自:
(iv)环氧乙烷、环氧丙烷、环氧丁烷、环氧苯乙烯和/或其他氧化物的烷氧基化共聚物,例如基于环氧化物的树脂;
(v)烷氧基化的酚醛树脂。
去雾剂组分(iv)和(v)通常为市售可得的产品,例如可从BakerPetrolite的商品名为下获得的去雾剂产品,例如2898、9360K、9348、9352K或9327。
在本发明另一优选的实施方案中,燃料油还包括作为添加剂组分(D)的至少一种十六烷值增进剂。使用的十六烷值增进剂通常为有机硝酸盐。所述有机硝酸盐特别为未取代或取代的通常具有多达约10、特别为2至10个碳原子的脂族醇或脂环族醇的硝酸酯。在这些硝酸酯中的烷基基团可为线性的或支化的,且为饱和的或不饱和的。所述硝酸酯的典型实例为:硝酸甲酯、硝酸乙酯、硝酸正丙酯、硝酸异丙酯、硝酸烯丙酯、硝酸正丁酯、硝酸异丁酯、硝酸仲丁酯、硝酸叔丁酯、硝酸正戊酯、硝酸异戊酯、硝酸2-戊酯、硝酸3-戊酯、硝酸叔戊酯、硝酸正己酯、硝酸正庚酯、硝酸仲庚酯、硝酸正辛酯、硝酸2-乙基己酯、硝酸仲辛酯、硝酸正壬酯、硝酸正癸酯、硝酸环戊酯、硝酸环己酯、硝酸甲基环己酯和硝酸异丙基环己酯,以及式R1R2CH-CH2-O-NO2表示的支化硝酸癸酯,其中R1为正丙基或异丙基基团,且R2为具有5个碳原子的线性或支化烷基基团,如WO2008/092809中所记载。另外适合的为,例如烷氧基取代的脂族醇的硝酸酯,例如:硝酸2-乙氧基乙酯、硝酸2-(2-乙氧基-乙氧基)乙酯、硝酸1-甲氧基丙酯或硝酸4-乙氧基丁酯。另外适合的还有二醇硝酸酯,例如1,6-六亚甲基二硝酸酯。在所提及的十六烷值增进剂中,优选硝酸正戊酯、硝酸正己酯、硝酸辛酯及其混合物。最优选地,硝酸2-乙基己酯作为唯一的十六烷值增进剂或作为与其他十六烷值增进剂的混合物存在于所述燃料油中。
在本发明上下文中,燃料油意指优选的中间馏分燃料,尤其是柴油。然而,加热油、喷气燃料和煤油也包括在内。柴油或中间馏分燃料通常为矿物油残液,其沸点范围通常为100℃至400℃。这些通常为具有最高达360℃或甚至更高的95点%的馏出物。然而,这些也可称作“超低硫柴油”或“城市柴油”,其特征在于,例如95%点不高于345℃且硫含量不大于0.005重量%,或例如95%点不高于285℃且硫含量不大于0.001重量%。除可通过精制获得的主要成分为相对长链的烃的柴油外,可通过煤的气化或气体的液化[“气体至液体”(GTL)的燃料]的合成方式获得的柴油也是适合的。还适合的为上述柴油与再生燃料(生物燃料油)如生物柴油或生物乙醇的混合物。目前特别受关注的为低硫含量的柴油,即硫含量小于0.05重量%,优选小于0.02重量%,特别是小于0.005重量%且尤其是小于0.001重量%的柴油。
在一个优选的实施方案中,烃基取代的二羧酸(A)与上述组分(B)、(C)和如果需要的(D)一起用于燃料油中,所述燃料油由下述组分组成:
(a)至少一种生物燃料油,基于脂肪酸酯计的含量为0.1至100重量%、优选0.1至小于100重量%、尤其为10至95重量%且特别为30至90重量%,和
(b)化石来源的和/或合成来源的和/或植物和/或动物来源的中间馏分,含量为0至99.9重量%、优选大于0至99.9重量%、尤其为5至90重量%且特别为10至70重量%,其基本上为烃混合物且不含脂肪酸酯。
烃基取代的二羧酸(A)也可与上述组分(B)、(C)和如果需要的(D)一起用于燃料油中,所述燃料油仅由化石来源的和/或合成来源的和/或植物和/或动物来源的中间馏分组成,其基本上为烃混合物且不含脂肪酸酯。
燃料油组分(a)通常也称作“生物柴油”。这些优选地具体包括源自植物油和/或动物油和/或脂肪的脂肪酸的烷基酯。烷基酯通常是指低级烷基酯,特别是C1至C4烷基酯,其可通过使存在于植物油和/或动物油和/或脂肪的甘油酯、尤其是甘油三酯借助于低级醇进行酯交换反应获得,所述低级醇为例如乙醇、正丙醇、异丙醇、正丁醇、异丁醇、仲丁醇、叔丁醇或特别是甲醇(“FAME”)。
可转化为相应的烷基酯并因此作为生物柴油基础的植物油的实例为:蓖麻油、橄榄油、花生油、棕榈仁油、椰子油、芥子油、棉籽油,且特别是葵花油、棕榈油、大豆油和菜籽油。其他实例包括可从小麦、黄麻、芝麻和乳油木坚果(sheatreenut)获得的油;另外还可使用花生油、麻疯果油和亚麻籽油。这些油的提取和其向所述烷基酯的转化由现有技术已知或可由它们推导出。
还可将已使用的植物油例如使用的油炸油(deepfatfryeroil)任选地在适当的清洁之后转化为烷基酯,并因此可将其作为生物柴油的基础。
原则上,植物脂肪也可用作生物柴油的来源,但为次要来源。
可转化为相应烷基酯并因此作为生物柴油基础的动物油和脂肪的实例为:鱼油、牛脂、猪脂和以及在家畜或野生动物的屠宰或使用中作为废弃物而获得的类似脂肪和油。
所述植物油和/或动物油和/或脂肪的原始饱和或不饱和的脂肪酸——其通常含有12至22个碳原子且可连接有其他官能团例如羟基基团,且存在于烷基酯中——特别为:月桂酸、肉豆蔻酸、棕榈酸、硬脂酸、油酸、亚油酸、亚麻酸、反油酸、芥子酸和/或蓖麻油酸。
用作生物柴油或生物柴油组分的基于植物油和/或动物油和/或脂肪的典型低级烷基酯为例如:葵花油甲酯、棕榈油甲酯(“PME”)、大豆油甲酯(“SME”)且特别为菜籽油甲酯(“RME”)。
然而,也可使用甘油单酯、甘油二酯且特别是甘油三酯本身例如蓖麻油或所述甘油酯的混合物作为生物柴油或生物柴油的组分。
在本发明上下文中,燃料油组分(b)应理解为意指上述的中间馏分燃料,特别是柴油,又特别是沸点在120℃至450℃范围内的柴油。
在另一优选的实施方案中,烃基取代的二羧酸(A)与上述组分(B)、(C)和如果需要的(D)一起用于燃料油中,所述燃料油具有至少一种以下的性质:
(α)硫含量小于50mg/kg(相当于0.005重量%),尤其是小于10mg/kg(相当于0.001重量%);
(β)最大含量为8重量%的多环芳烃;
(γ)在不高于360℃下的95%馏点(体积/体积)。
(β)中的多环芳烃应理解为意指依据标准EN12916的多芳烃。其根据该标准确定。
本发明上下文中,燃料油所含所述烃基取代的二羧酸(A)的量通常为1至1000重量ppm,优选5至500重量ppm,更优选3至300重量ppm,最优选5至200重量ppm,例如为10至100重量ppm。
具有净化作用的添加剂(B)或具有净化作用的多种所述添加剂的混合物存在于所述燃料油中的量通常为10至2000重量ppm,优选20至1000重量ppm,更优选50至500重量ppm,最优选30至250重量ppm,例如为50至150重量ppm。
作为添加剂组分(C)的一种或多种去雾剂——如存在——则存在于燃料油中的量通常为0.5至100重量ppm,优选1至50重量ppm,更优选1.5至40重量ppm,最优选2至30重量ppm,例如为3至20重量ppm。
所十六烷值增进剂(D)或多种十六烷值增进剂的混合物存在于所述燃料油中的量通常为10至10,000重量ppm,优选20至5000重量ppm,更优选50至2500重量ppm,最优选100至1000重量ppm,例如为150至500重量ppm。
本发明的主题也为适合用于燃料油、特别是柴油中的燃料添加剂浓缩物,其包含:
(A)0.01至40重量%、优选0.05至20重量%、更优选0.1至10重量%的烃基取代的二羧酸,其包含至少一个含有10至3000个碳原子的烃基取代基;
(B)5至40重量%、优选10至35重量%、更优选15至30重量%的至少一种具有净化作用的添加剂,其选自:
(i)具有衍生自丁二酸酐的部分且具有羟基和/或氨基和/或酰氨基和/或亚氨基基团的化合物;
(ii)在酸的存在下或以无酸方式季铵化的氮化合物,可通过下述过程获得:将包含至少一个对酸酐呈反应性的含氧基团或含氮基团和另外至少一个可季铵化的氨基基团的化合物加成到聚羧酸酐化合物上,并随后季铵化;
(iii)聚四氢苯并噁嗪和双四氢苯并噁嗪;
(C)0至5重量%、优选0.01至5重量%、更优选0.02至3.5重量%、最优选0.05至2重量%的至少一种去雾剂,选自:
(iv)环氧乙烷、环氧丙烷、环氧丁烷、环氧苯乙烯和/或其他氧化物的烷氧基化共聚物,例如基于环氧化物的树脂;
(v)烷氧基化的酚醛树脂。
(D)0至75重量%、优选5至75重量%、更优选10至70重量%的至少一种十六烷值增进剂;
(E)0至50重量%、优选5至50重量%、更优选10至40重量%的至少一种溶剂或稀释剂。
在各种情况下,组分(A)、(B)、(C)、(D)和(E)的总和均为100%。
所述燃料油如柴油或所述生物燃料油和化石、合成、植物或动物来源的中间馏分的混合物,除烃基取代的二羧酸(A)和组分(B)以及如果存在的(C)和(D)外,还可包括常规量的其他常规添加剂作为助添加剂,具体为低温流动改进剂、腐蚀抑制剂、其他反乳化剂、消泡剂、抗氧化剂和稳定剂、金属钝化剂、抗静电剂、润滑促进剂、染料(标记物)和/或稀释剂和溶剂。因此,所述燃料添加剂浓缩物也可包含常规量的上述某些辅助添加剂,例如:腐蚀抑制剂、其他反乳化剂、消泡剂、抗氧化剂和稳定剂、金属钝化剂、抗静电剂和润滑促进剂。
适合作为其他助添加剂的低温流动改进剂为例如乙烯与至少一种其他的不饱和单体的共聚物,特别是乙烯-乙酸乙烯酯共聚物。
适合作为其他助添加剂的缓蚀剂为例如琥珀酸酯,特别是与多元醇、脂肪酸衍生物(例如油酸酯)、寡聚脂肪酸和取代乙醇胺的琥珀酸酯。
适合作为其他助添加剂的其他反乳化剂为例如烷基取代的苯酚磺酸盐和萘磺酸盐的碱金属盐和碱土金属盐以及脂肪酸的碱金属盐和碱土金属盐;以及醇的烷氧基化物,例如醇乙氧基化物;酚的烷氧基化物,例如叔丁基苯酚乙氧基化物或叔戊基苯酚乙氧基化物;脂肪酸自身;烷基苯酚;环氧乙烷和环氧丙烷的缩合物,例如环氧乙烷-环氧丙烷嵌段共聚物;聚乙烯亚胺和聚硅氧烷。
适合作为其他助添加剂的消泡剂为例如聚醚改性的聚硅氧烷。
适合作为其他助添加剂的抗氧化剂为例如取代酚,例如2,6-二叔丁基苯酚和2,6-二叔丁基-3-甲基苯酚;以及苯二胺,例如N,N’-二仲丁基对苯二胺。
适合作为其他助添加剂的金属钝化剂为例如水杨酸衍生物,例如N,N’-二亚水杨基-1,2-丙二胺。
适合作为其他助添加剂的润滑促进剂为例如单油酸甘油酯。
特别是对于柴油性能组(dieselperformancepackage)而言合适的作为组分(E)的溶剂或稀释剂为例如非极性有机溶剂,特别是芳烃和脂肪烃,例如甲苯、二甲苯、“石油溶剂”和型号为(RoyalDutch/ShellGroup生产的)、(ExxonMobil生产的)的技术溶剂混合物和溶剂石脑油(SolventNaphtha)。在此还有用的(特别是与提及的非极性有机溶剂混合的)为极性有机溶剂,特别是醇,例如2-乙基己醇、癸醇和异十三烷醇。
以下实施例用于非限制性地阐述本发明。
实施例
为评估本发明的烃基取代的二羧酸(A)从包含具有净化作用的添加剂的柴油中分离水的能力,采用ASTMD1094的相当于标准的试验方法进行。对于该试验,向玻璃量筒中装入20ml水缓冲液和80ml柴油,然后振荡2分钟。在产生的乳液静置一段固定的时间(5分钟)后,测定失水量(体积)和测定分离15ml水的时间。
该试验还在如下柴油中实施:市售可得的柴油(“DF1”),由100%的化石来源的中间馏分构成;和市售可得的生物柴油(“DF2”),由95重量%的化石来源的中间馏分和5重量%的FAME组成。
使用了两种不同的烃基取代的二羧酸(A):A1为聚异丁烯基丁二酸,而A2为聚异丁烯基丁二酸酐。A2通过聚异丁烯(Mn为1000且末端亚乙烯基双键含量为70mol-%)与马来酸酐之间的热en-反应制备;A1通过A2与等摩尔量的水在100℃下水解16小时制备。
将A1或A2分别掺入通常的柴油净化剂包(dieseldetergentpackage)中,所述柴油净化剂包包含:作为组分(B)的(ii)聚异丁烯基丁二酸酐——其中聚异丁烯基基团的Mn为1000——与3-(二甲基氨基)丙胺的酰亚胺反应产物,所述酰亚胺反应产物随后与水杨酸甲酯季铵化;作为组分(C)的(v)购自BakerPetrolite的商品名为2898的市售可得的去雾剂和市售可得的聚醚改性的聚硅氧烷消泡剂(“AF”)。所述化合物A1/A2、(B)(ii)、(C)(v)和AF在燃料/水试验体系中的浓度在下表中给出。
下表示出了测试结果:
Claims (11)
1.烃基取代的二羧酸(A)用于改善或促进水从燃料油中分离的用途,所述烃基取代的二羧酸包含至少一个含有10至3000个碳原子的烃基取代基,所述燃料油包含:(B)至少一种具有净化作用的添加剂。
2.根据权利要求1所述的用途,其中(A)的至少一个烃基取代基为含有20至200个碳原子的聚异丁烯基取代基。
3.根据权利要求1所述的用途,其中烃基取代的二羧酸(A)包含位于两个羧基官能团之间的亚烃基桥连基,所述亚烃基桥连基含有1至10个呈一线的碳原子。
4.根据权利要求1至3所述的用途,其中烃基取代的二羧酸(A)为具有一个包含20至200个碳原子的聚异丁烯基取代基的聚异丁烯基丁二酸。
5.根据权利要求1至4所述的用途,其中所述添加剂组分(B)选自:
(i)具有衍生自丁二酸酐的部分且具有羟基和/或氨基和/或酰氨基和/或亚氨基基团的化合物;
(ii)在酸的存在下或以无酸方式季铵化的氮化合物,通过下述过程获得:将包含至少一个对酸酐呈反应性的含氧基团或含氮基团和另外至少一个可季铵化的氨基基团的化合物加成到聚羧酸酐化合物上,并随后季铵化;
(iii)聚四氢苯并噁嗪和双四氢苯并噁嗪。
6.根据权利要求1至5所述的用途,其中燃料油还包括作为添加剂组分(C):至少一种去雾化剂,选自:
(iv)环氧乙烷、环氧丙烷、环氧丁烷、环氧苯乙烯和/或其他氧化物的烷氧基化共聚物;
(v)烷氧基化的酚醛树脂。
7.根据权利要求1至6所述的用途,其中燃料油还包括作为添加剂的组分(D):至少一种十六烷值增进剂。
8.根据权利要求1至7所述的用途,其中燃料油由下述物质组成:
(a)至少一种生物燃料油,基于脂肪酸酯计的含量为0.1至100重量%,和
(b)化石来源的和/或合成来源的和/或植物来源和/或动物来源的中间馏分,含量为0至99.9重量%,其基本上为烃混合物且不含脂肪酸酯。
9.根据权利要求1至8所述的用途,其中燃料油仅由化石来源的和/或合成来源的和/或植物来源和/或动物来源的中间馏分组成,其基本上为烃混合物且不含脂肪酸酯。
10.根据权利要求1至9所述的用途,其中燃料油具有以下性质的至少一种:
(α)硫含量小于50mg/kg;
(β)最大含量为8重量%的多环芳烃;
(γ)不高于360℃下95%馏点(体积/体积)。
11.一种适合用于燃料油中的燃料添加剂浓缩物,包含:
(A)0.01至40重量%的烃基取代的二羧酸,其包含至少一个含有10至3000个碳原子的烃基取代基;
(B)5至40重量%的至少一种具有净化作用的添加剂,其选自:
(i)具有衍生自丁二酸酐的部分且具有羟基和/或氨基和/或酰氨基和/或亚氨基基团的化合物;
(ii)在酸的存在下或以无酸方式季铵化的氮化合物,通过下述过程获得:将包含至少一个对酸酐呈反应性的含氧基团或含氮基团和另外至少一个可季铵化的氨基基团的化合物加成到聚羧酸酐化合物上,并随后季铵化;
(iii)聚四氢苯并噁嗪和双四氢苯并噁嗪;
(C)0至5重量%的至少一种去雾剂,选自:
(iv)环氧乙烷、环氧丙烷、环氧丁烷、环氧苯乙烯和/或其他氧化物的烷氧基化共聚物;
(v)烷氧基化的酚醛树脂;
(D)0至75重量%的至少一种十六烷值增进剂;
(E)0至50重量%的至少一种溶剂或稀释剂。
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EP13160351 | 2013-03-21 | ||
EP13160351.6 | 2013-03-21 | ||
PCT/EP2014/054636 WO2014146928A1 (en) | 2013-03-21 | 2014-03-11 | Use of a hydrocarbyl-substituted dicarboxylic acid for improving or boosting the separation of water from fuel oils which comprises detergent additive |
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CN105102594A true CN105102594A (zh) | 2015-11-25 |
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CN201480017246.8A Pending CN105102594A (zh) | 2013-03-21 | 2014-03-11 | 烃基取代的二羧酸用于改善或促进水从包含净化添加剂的燃料油中的分离的用途 |
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EP (1) | EP2976411A1 (zh) |
KR (1) | KR20150133265A (zh) |
CN (1) | CN105102594A (zh) |
AR (1) | AR097129A1 (zh) |
AU (1) | AU2014234560A1 (zh) |
MY (1) | MY185204A (zh) |
RU (1) | RU2015145010A (zh) |
SG (1) | SG11201506396PA (zh) |
WO (1) | WO2014146928A1 (zh) |
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CN106536687B (zh) | 2014-05-30 | 2021-09-21 | 路博润公司 | 低分子量含酰亚胺季铵盐 |
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- 2014-03-11 CN CN201480017246.8A patent/CN105102594A/zh active Pending
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- 2014-03-11 KR KR1020157030284A patent/KR20150133265A/ko not_active Application Discontinuation
- 2014-03-11 WO PCT/EP2014/054636 patent/WO2014146928A1/en active Application Filing
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CN105378039A (zh) * | 2013-07-12 | 2016-03-02 | 巴斯夫欧洲公司 | 烃基取代的二羧酸用于改善或促进从燃料油和汽油燃料中分离水的用途 |
CN105378039B (zh) * | 2013-07-12 | 2017-10-03 | 巴斯夫欧洲公司 | 烃基取代的二羧酸用于改善或促进从燃料油和汽油燃料中分离水的用途 |
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RU2015145010A (ru) | 2017-04-26 |
AU2014234560A1 (en) | 2015-09-10 |
WO2014146928A1 (en) | 2014-09-25 |
EP2976411A1 (en) | 2016-01-27 |
SG11201506396PA (en) | 2015-10-29 |
AR097129A1 (es) | 2016-02-24 |
MY185204A (en) | 2021-04-30 |
KR20150133265A (ko) | 2015-11-27 |
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